TWI425055B - Reactive printing dye and its aqueoues composition application - Google Patents

Reactive printing dye and its aqueoues composition application Download PDF

Info

Publication number
TWI425055B
TWI425055B TW098128185A TW98128185A TWI425055B TW I425055 B TWI425055 B TW I425055B TW 098128185 A TW098128185 A TW 098128185A TW 98128185 A TW98128185 A TW 98128185A TW I425055 B TWI425055 B TW I425055B
Authority
TW
Taiwan
Prior art keywords
reactive
weight
component
dye composition
amount
Prior art date
Application number
TW098128185A
Other languages
Chinese (zh)
Other versions
TW201107429A (en
Inventor
Wen Chin Lin
Chein Wen Lee
Original Assignee
Everlight Chem Ind Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Everlight Chem Ind Corp filed Critical Everlight Chem Ind Corp
Priority to TW098128185A priority Critical patent/TWI425055B/en
Priority to US12/591,236 priority patent/US8349028B2/en
Priority to ES10173471.3T priority patent/ES2548248T3/en
Priority to PT101734713T priority patent/PT2290016E/en
Priority to BRPI1003078-6A priority patent/BRPI1003078A2/en
Priority to SG201006042-4A priority patent/SG169298A1/en
Priority to EP10173471.3A priority patent/EP2290016B1/en
Priority to KR1020100080998A priority patent/KR20110020208A/en
Priority to JP2010184959A priority patent/JP5738556B2/en
Publication of TW201107429A publication Critical patent/TW201107429A/en
Application granted granted Critical
Publication of TWI425055B publication Critical patent/TWI425055B/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
    • C09B62/08—Azo dyes
    • C09B62/085—Monoazo dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
    • C09B62/043—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring containing two or more triazine rings linked together by a non-chromophoric link
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
    • C09B62/06—Anthracene dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
    • C09B62/08—Azo dyes
    • C09B62/09—Disazo or polyazo dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
    • C09B62/08—Azo dyes
    • C09B62/095—Metal complex azo dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
    • C09B62/10—Porphines; Azaporphines
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0072—Preparations with anionic dyes or reactive dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0072—Preparations with anionic dyes or reactive dyes
    • C09B67/0073—Preparations of acid or reactive dyes in liquid form

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Description

反應性印花染料及其液態組成物之應用 Reactive printing dyes and their liquid compositions

本發明係關於一種反應性染料組成物，特別是有關一種反應性印花染料組成物及/或一種液態反應性印花染料組成物，適用於纖維素纖維印染。 This invention relates to a reactive dye composition, particularly to a reactive printing dye composition and/or a liquid reactive printing dye composition suitable for use in cellulosic fiber printing.

美國專利第6,780,229號曾揭示一種染料組成物，其使用有機緩衝劑保持pH值在4至8之間。美國專利第6,015,454號曾揭示一種染料組成物，包含至少一種反應性染料、以及1,2-丙二醇(1,2-propylene glycol)或N-甲基-2-吡咯烷酮(N-methyl-2-pyrrolidone)，其改進了印花布的上色力度及固色率的問題；但儲存安定性不佳。美國專利第2003/017 2840號曾揭示一種染料組成物，包含至少一種反應性染料、環丁碸(sulfolane)以及緩衝系統，其改進了儲存安定性；但耐氯漂牢度、染深性(力度)以及染料溶解度則仍待努力。 U.S. Patent No. 6,780,229 discloses a dye composition which uses an organic buffer to maintain a pH between 4 and 8. A dye composition comprising at least one reactive dye and 1,2-propanediol or N-methyl-2-pyrrolidone (N-methyl-2-pyrrolidone) is disclosed in U.S. Patent No. 6,015,454. ), which improves the coloring strength and fixing rate of the printed cloth; but the storage stability is not good. U.S. Patent No. 2003/017 2,840 discloses a dye composition comprising at least one reactive dye, sulfolane and a buffer system which improves storage stability; but is resistant to chlorine fastness and dyeing ( Strength) and dye solubility are still to be worked out.

因此，在反應性印花染料組成物中，提供一種具有高pH值穏定性、低染色力度衰退、高染深性(力度)及高染料濃度等特性之反應性印花染料組成物，為該技術領域者所追求的目標。 Therefore, in the reactive printing dye composition, a reactive printing dye composition having high pH stability, low dyeing strength degradation, high dyeing strength (high strength) and high dye concentration is provided, which is a technical field. The goal pursued by the person.

本發明之目的，在於提供一種反應性印花染料組成物及/或液態反應性印花染料組成物，其可用於纖維素纖維或其他纖維混合織物之印染或數位噴印，且具有pH值穏定性高、儲存安定性好，以及改善染料的染色力度衰退等特性。 The object of the present invention is to provide a reactive printing dye composition and/or a liquid reactive printing dye composition which can be used for printing or digital printing of cellulose fibers or other fiber mixed fabrics, and has a high pH stability. It has good storage stability and improved dyeing strength degradation.

本發明係提供一種反應性印花染料組成物，其包括：(a)至少一種反應性染料，含量為45至99.85重量百分比；(b)有機緩衝劑，含量為0.05至10重量百分比；以及(c)芒硝(硫酸鈉，sodium sulfate)或分散劑，含量為0.1至44.85重量百分比。 The present invention provides a reactive printing dye composition comprising: (a) at least one reactive dye in an amount of from 45 to 99.85% by weight; (b) an organic buffer in an amount of from 0.05 to 10% by weight; and (c) The sodium sulfate (sodium sulfate) or dispersant is present in an amount of from 0.1 to 44.85 weight percent.

此外，本發明亦可提供一種液態反應性印花染料組成物，其包括：(a)至少一種反應性染料，含量為1至50重量百分比；(b)有機緩衝劑，含量為0.05至10重量百分比；以及(c)水，含量為40至98.95重量百分比。 Furthermore, the present invention may also provide a liquid reactive printing dye composition comprising: (a) at least one reactive dye in an amount of from 1 to 50% by weight; (b) an organic buffering agent in an amount of from 0.05 to 10% by weight And (c) water in an amount of 40 to 98.95 weight percent.

本發明之反應性印花染料組成物及/或液態反應性印花染料組成物可以降低反應性染料之反應基水解的現象，因而解決染色力度衰退的問題，具備優良上色力度，儲存安定性佳、不易析出，以及印染安定性良好的優點。 The reactive printing dye composition and/or the liquid reactive printing dye composition of the invention can reduce the hydrolysis phenomenon of the reactive groups of the reactive dyes, thereby solving the problem of deterioration of the dyeing strength, having excellent coloring strength and good storage stability. It is not easy to precipitate, and the advantages of good printing and dyeing stability.

根據本發明之反應性印花染料組成物及/或液態反應性印花染料組成物所製得的印花布，具有良好的綜合性能。 The printed cloth obtained by the reactive printing dye composition and/or the liquid reactive printing dye composition of the present invention has a good overall performance.

本發明之反應性印花染料組成物亦可配製成液態水溶液，在印染使用上更為方便。 The reactive printing dye composition of the invention can also be formulated into a liquid aqueous solution, which is more convenient for printing and dyeing.

在本發明之反應性印花染料組成物及/或液態反應性印花染料組成物中，上述之組成物(a)之反應性染料為可溶於水，且具有一氯三嗪(monochlorotriazinyl)衍生基團的染料，具體舉例如下式(I-1)至式(I-16)所示： (I-11)、 In the reactive printing dye composition and/or the liquid reactive printing dye composition of the present invention, the reactive dye of the above composition (a) is water-soluble and has a monochlorotriazinyl derivative group. The dyes of the group are specifically exemplified by the following formulas (I-1) to (I-16): (I-11),

該反應性染料亦可以選自顏色索引(Color Index)，其中可進一步舉例如：C.I.反應性紅色3：1號、C.I.反應性紅色31號、C.I.反應性紅色33號、C.I.反應性紅色24號、C.I.反應性紅色45號、C.I.反應性紅色218號、C.I.反應性紫色5號、C.I.反應性黃色2號、C.I.反應性黃色18號、C.I.反應性黃色33號、C.I.反應性黃色85號、C.I.反應性黃色95號、C.I.反應性藍色15號、C.I.反應性藍色5號、C.I.反應性藍色49號、C.I.反應性藍色71號、C.I.反應性藍色176號、C.I.反應性橘色5號、C.I.反應性橘色12號、C.I.反應性橘色13號、C.I.反應性橘色99號、C.I.反應性綠色19號、C.I.反應性棕色17號、C.I.反應性黑色8號或C.I.反應性黑色5號。 The reactive dye may also be selected from a color index, which may further include, for example, CI Reactive Red 3:1, CI Reactive Red No. 31, CI Reactive Red No. 33, CI Reactive Red No. 24 , CI reactive red 45, CI reactive red 218, CI reactive purple 5, CI reactive yellow 2, CI reactive yellow 18, CI reactive yellow 33, CI reactive yellow 85, CI Reactive Yellow No. 95, CI Reactive Blue No. 15, CI Reactive Blue No. 5, CI Reactive Blue No. 49, CI Reactive Blue No. 71, CI Reactive Blue No. 176, CI Reactivity Orange No. 5, CI Reactive Orange No. 12, CI Reactive Orange No. 13, CI Reactive Orange No. 99, CI Reactive Green No. 19, CI Reactive Brown No. 17, CI Reactive Black No. 8 or CI Reactive Black No. 5.

本發明之反應性印花染料組成物及/或液態反應性印花染料組成物中之反應性染料可單獨或混合使用上述反應性染料或上述反應性染料的鹼金屬鹽或銨鹽或其他鹽類。若為液態組成物，應選擇具有低的含鹽量，也就是說以反應性染料的重量計，反應性染料應當具有低於0.5重量百分比的總含鹽量。其中製備所產生的和/或由於後續添加稀釋劑所產生的具有相對高含鹽量的反應性染料可使用某些方 法(例如通過薄膜分離方法，如超濾、逆滲透或透析法)進行脫鹽。 The reactive dye in the reactive printing dye composition and/or the liquid reactive printing dye composition of the present invention may be used singly or in combination with the above-mentioned reactive dye or an alkali metal salt or an ammonium salt or other salts of the above reactive dye. In the case of a liquid composition, it should be chosen to have a low salt content, that is to say that the reactive dye should have a total salt content of less than 0.5% by weight, based on the weight of the reactive dye. Some of the reactive dyes produced by the preparation and/or having a relatively high salt content due to the subsequent addition of the diluent may be used. The method is desalted (for example, by a membrane separation method such as ultrafiltration, reverse osmosis or dialysis).

本發明之反應性印花染料組成物及/或液態反應性印花染料組成物中之組成物(b)之有機緩衝劑的具體實例有：N,N-二(2-羥乙基)-2-氨基乙磺酸(N,N-bis(2-Hydroxyethyl)-2-aminoethanesulfonic acid；BES)，結構如下式(II-1)所示： Specific examples of the organic buffer of the composition (b) of the reactive printing dye composition of the present invention and/or the liquid reactive printing dye composition are: N,N-bis(2-hydroxyethyl)-2- N,N-bis(2-Hydroxyethyl)-2-aminoethanesulfonic acid; BES, the structure is as shown in the following formula (II-1):

本發明之反應性印花染料組成物及/或液態反應性印花染料組成物中之分散劑的例子可為Demol RN、Demol SS、Levenol V、或Levenol TD，但不限於此。 Examples of the dispersing agent in the reactive printing dye composition and/or liquid reactive printing dye composition of the present invention may be Demol RN, Demol SS, Levenol V, or Levenol TD, but are not limited thereto.

本發明之反應性印花染料組成物，以染料組成物的總重量計，其中該反應性染料含量可為45至99.85重量百分比，該有機緩衝劑含量可為0.05至10重量百分比，該芒硝或分散劑含量可為0.1至45重量百分比；較佳的為，該反應性染料含量為45至99.8重量百分比，該有機緩衝劑含量為0.1至5重量百分比，該芒硝或分散劑含量為0.1至50重量百分比；更佳的為，該反應性染料含量為47至99.7重量百分比，該有機緩衝劑含量為0.2至3重量百分比，該芒硝或分散劑含量為0.1至50重量百分比；最佳的為，該反應性染料含量為47至90重量百分比，該有機緩衝劑含量為0.2至3重 量百分比，該芒硝或分散劑含量為9.8至50重量百分比，但不限於此。 The reactive printing dye composition of the present invention, based on the total weight of the dye composition, wherein the reactive dye content may be from 45 to 99.85% by weight, the organic buffer may be from 0.05 to 10% by weight, the thenardite or dispersed The content of the agent may be from 0.1 to 45% by weight; preferably, the reactive dye content is from 45 to 99.8% by weight, the organic buffer content is from 0.1 to 5% by weight, and the Glauber's salt or dispersant content is from 0.1 to 50% by weight. More preferably, the reactive dye content is from 47 to 99.7 weight percent, the organic buffer content is from 0.2 to 3 weight percent, and the thenardite or dispersant content is from 0.1 to 50 weight percent; most preferably, The reactive dye content is from 47 to 90% by weight, and the organic buffer is from 0.2 to 3 weight The percentage by weight of the thenardite or dispersant is 9.8 to 50% by weight, but is not limited thereto.

本發明之液態反應性印花染料組成物，以液態染料組成物的總重量計，其中該反應性染料含量可為1至50重量百分比，該有機緩衝劑含量可為0.05至10重量百分比，該水含量可為40至98.95重量百分比；較佳的為，該反應性染料含量為3至45重量百分比，該有機緩衝劑含量為0.1至8重量百分比，該水含量為47至96.9重量百分比；更佳的為，該反應性染料含量為3至45重量百分比，該有機緩衝劑含量為0.2至8重量百分比，該水含量為47至96.8重量百分比；最佳的為，該反應性染料含量為5至40重量百分比，該有機緩衝劑含量為0.2至8重量百分比，該水含量為52至94.8重量百分比，但不限於此。 The liquid reactive printing dye composition of the present invention, wherein the reactive dye content may be from 1 to 50% by weight based on the total weight of the liquid dye composition, and the organic buffer may be from 0.05 to 10% by weight, the water The content may be from 40 to 98.95 weight percent; preferably, the reactive dye content is from 3 to 45 weight percent, the organic buffer content is from 0.1 to 8 weight percent, and the water content is from 47 to 96.9 weight percent; more preferably The reactive dye content is from 3 to 45 weight percent, the organic buffer content is from 0.2 to 8 weight percent, and the water content is from 47 to 96.8 weight percent; most preferably, the reactive dye content is from 5 to 40% by weight, the organic buffer content is 0.2 to 8 weight%, and the water content is 52 to 94.8 weight%, but is not limited thereto.

本發明之反應性印花染料組成物及/或液態反應性印花染料組成物，在上述所示之化合物分子皆是以游離酸的形式表示；實際上，應用於本發明之反應性印花染料組成物及/或液態反應性印花染料組成物中之化合物的形式可為其金屬鹽或銨鹽，更可為其鹼金屬鹽或銨鹽，其製備可用一般習知的方法，將各成份在需要量的水中混合製備。 The reactive printing dye composition and/or liquid reactive printing dye composition of the present invention is represented by the free acid in the above-mentioned compound molecules; in fact, it is applied to the reactive printing dye composition of the present invention. And the compound in the liquid reactive printing dye composition may be in the form of a metal salt or an ammonium salt thereof, or an alkali metal salt or an ammonium salt thereof, which can be prepared by a conventional method, and the components are required in a required amount. Prepared by mixing in water.

本發明的反應性印花染料組成物及/或液態反應性印花染料組成物，可用於纖維素纖維材料的印花。纖維材料的實例為天然生成的纖維素纖維，例如棉、麻和***，以及纖維素和再生纖維。也適用於含羥基纖維的混紡織物印花。 The reactive printing dye composition of the present invention and/or the liquid reactive printing dye composition can be used for printing of cellulose fiber materials. Examples of fibrous materials are naturally occurring cellulosic fibers such as cotton, hemp and hemp, as well as cellulose and regenerated fibers. Also suitable for the blend fabric printing of hydroxyl-containing fibers.

本發明之反應性印花染料組成物及/或液態反應性印花染料組成物可以降低反應性染料之反應基在儲存後水解的現象，因而解決染色力度衰退的問題，具備優良上色強度，其儲存安定性高、不易析出，以及印染安定性良好。 The reactive printing dye composition and/or the liquid reactive printing dye composition of the invention can reduce the phenomenon that the reactive group of the reactive dye is hydrolyzed after storage, thereby solving the problem of deterioration of the dyeing strength, having excellent color strength, and storing the same. It has high stability, is not easy to precipitate, and has good printing and dyeing stability.

根據本發明之反應性印花染料組成物及/或液態反應性印花染料組成物印染所獲得的印花布，具有良好的綜合性能，例如，它們具有高度的纖維-染料結合穩定性，具有良好的日光牢度，良好的耐濕潤牢度，例如耐水洗牢度、耐水牢度、耐海水牢度、耐交染牢度和耐濕氣牢度，以及具有良好的耐氯牢度、耐摩擦牢度、耐熱壓燙牢度和耐皺褶牢度，除此之外具備清晰的輪廓(高解析度)、相容性和高的上色強度。 The printed cloth obtained by printing the reactive printing dye composition and/or the liquid reactive printing dye composition according to the present invention has good comprehensive properties, for example, they have high fiber-dye binding stability and good sunlight. Fastness, good wet fastness, such as washing fastness, water fastness, seawater fastness, cross-dyeing fastness and moisture fastness, as well as good chlorine fastness and rubbing fastness , heat-resistant pressing fastness and wrinkle fastness, in addition to clear contour (high resolution), compatibility and high color strength.

以下係藉由特定的具體實施例說明本發明之實施方式。本說明書中的各項細節亦可基於不同觀點與應用，在不背離本發明之精神下進行各種修飾與變更。實施例僅係為了方便說明而舉例而已，本發明之申請專利範圍並不會因此而受限制。若無特別註明，則溫度為攝氏溫度，份數及百分比係以重量計。重量份數和體積份數之關係就如同公斤和公升之關係。 The embodiments of the present invention are described below by way of specific embodiments. The details of the present invention can be variously modified and changed without departing from the spirit and scope of the invention. The examples are merely exemplified for convenience of description, and the scope of the patent application of the present invention is not limited thereby. Unless otherwise stated, the temperature is in degrees Celsius, and the parts and percentages are by weight. The relationship between parts by weight and parts by volume is like the relationship between kilograms and liters.

實施例1Example 1

取式(I-1)化合物50份、以及式(I-2)化合物50份，加 水300份充分均勻混合後，調整pH值至5.5-8.5。經逆滲透脫鹽使鹽含量少於0.5重量百分比，再加入式(II-1)化合物2份攪拌均勻並調整pH值至6.0-8.5。最後，將溶液噴乾可得本實施例之反應性印花染料組成物。 Taking 50 parts of the compound of the formula (I-1) and 50 parts of the compound of the formula (I-2), After 300 parts of water were thoroughly mixed uniformly, the pH was adjusted to 5.5-8.5. Desalting by reverse osmosis to make the salt content less than 0.5% by weight, and then adding 2 parts of the compound of the formula (II-1), stirring uniformly and adjusting the pH to 6.0-8.5. Finally, the reactive printing dye composition of this example was obtained by spray drying the solution.

實施例2Example 2

取式(I-3)化合物100份，加水300份充分均勻混合後，調整pH值至5.5-8.5。經純化後，再加入式(II-1)化合物5份及芒消30份攪拌均勻並調整pH值至6.0-8.5。最後，將溶液噴乾可得本實施例之反應性印花染料組成物。 100 parts of the compound of the formula (I-3) was added, and 300 parts of water was added thereto to be uniformly mixed, and the pH was adjusted to 5.5 to 8.5. After purification, 5 parts of the compound of the formula (II-1) and 30 parts of Mangxiao were added and stirred uniformly to adjust the pH to 6.0-8.5. Finally, the reactive printing dye composition of this example was obtained by spray drying the solution.

實施例3Example 3

取式(I-4)化合物100份，加水300份充分均勻混合後，調整pH值至5.5-8.5。經逆滲透脫鹽使鹽含量少於0.5重量百分比，再加入式(II-1)化合物2份、以及Demol RN 20份攪拌均勻並調整pH值至6.0-8.5。最後，將溶液噴乾可得本實施例之反應性印花染料組成物。 100 parts of the compound of the formula (I-4) was added, and 300 parts of water was added thereto to be sufficiently uniformly mixed, and the pH was adjusted to 5.5 to 8.5. After desalting by reverse osmosis, the salt content is less than 0.5% by weight, and then 2 parts of the compound of the formula (II-1) and 20 parts of Demol RN are uniformly stirred and adjusted to a pH of 6.0 to 8.5. Finally, the reactive printing dye composition of this example was obtained by spray drying the solution.

實施例4Example 4

使用式(I-5)之化合物取代式(I-3)之化合物，同實施例2之相同步驟製備一反應性印花染料組成物。 A reactive printing dye composition was prepared in the same manner as in Example 2, using the compound of the formula (I-5) in place of the compound of the formula (I-3).

實施例5Example 5

使用式(I-6)之化合物取代式(I-3)之化合物，同實施例2之相同步驟製備一反應性印花染料組成物。 A reactive printing dye composition was prepared in the same manner as in Example 2, using the compound of the formula (I-6) in place of the compound of the formula (I-3).

實施例6Example 6

使用式(I-7)之化合物取代式(I-3)之化合物，同實施例2之相同步驟製備一反應性印花染料組成物。 A reactive printing dye composition was prepared in the same manner as in Example 2, using the compound of the formula (I-7) in place of the compound of the formula (I-3).

實施例7Example 7

使用式(I-8)之化合物取代式(I-3)之化合物，同實施例2之相同步驟製備一反應性印花染料組成物。 A reactive printing dye composition was prepared in the same manner as in Example 2, using a compound of the formula (I-8) in place of the compound of the formula (I-3).

實施例8Example 8

使用式(I-9)之化合物取代式(I-3)之化合物，同實施例2之相同步驟製備一反應性印花染料組成物。 A reactive printing dye composition was prepared in the same manner as in Example 2, using the compound of the formula (I-9) in place of the compound of the formula (I-3).

實施例9Example 9

使用式(I-10)之化合物取代式(I-3)之化合物，同實施例3之相同步驟製備一反應性印花染料組成物。 A reactive printing dye composition was prepared in the same manner as in Example 3, except that the compound of the formula (I-10) was used instead of the compound of the formula (I-3).

實施例10Example 10

取式(I-13)化合物20份、以及式(I-14)化合物80份，加水300份充分均勻混合後，調整pH至5.5-8.5。經純化後，再加入式(II-1)化合物2份、Demol RN 10份及芒硝30份，攪拌均勻並調整pH值至6.0-8.5。最後，將溶液噴乾後可得本實施例之反應性印花染料組成物。 20 parts of the compound of the formula (I-13) and 80 parts of the compound of the formula (I-14) were added, and 300 parts of water was added thereto, and the mixture was sufficiently uniformly mixed, and the pH was adjusted to 5.5 to 8.5. After purification, 2 parts of the compound of the formula (II-1), 10 parts of Demol RN and 30 parts of Glauber's salt were added, and the mixture was uniformly stirred and adjusted to pH 6.0-8.5. Finally, the reactive print dye composition of this example was obtained by spray drying the solution.

實施例11Example 11

使用式(I-15)之化合物取代式(I-3)之化合物，同實施例2之相同步驟製備一反應性印花染料組成物。 A reactive printing dye composition was prepared in the same manner as in Example 2, using a compound of the formula (I-15) in place of the compound of the formula (I-3).

實施例12Example 12

使用式(I-16)之化合物取代式(I-3)之化合物，同實施例2之相同步驟製備一反應性印花染料組成物。 A reactive printing dye composition was prepared in the same manner as in Example 2, using a compound of the formula (I-16) in place of the compound of the formula (I-3).

實施例13Example 13

同實施例10，加入式(II-1)化合物2份、Progexl 0.2份，攪拌均勻並調整pH值至6.0-8.5。最後，將溶液以水加至100份可得本實施例之液態反應性印花染料組成物。 In the same manner as in Example 10, 2 parts of the compound of the formula (II-1) and 0.2 parts of Progexl were added, stirred uniformly, and the pH was adjusted to 6.0-8.5. Finally, the liquid reactive printing dye composition of this example was obtained by adding the solution to 100 parts with water.

實施例14Example 14

取式(I-13)化合物3.2份、以及式(I-14)化合物12.8份，加水60份充分均勻混合後，調整pH至5.5-8.5。經逆滲透脫鹽使鹽含量少於0.5重量百分比，再加入式(II-1)化合物2份、尿素(Urea)1份、Progexl 0.2份，攪拌均勻並調整pH值至6.0-8.5。最後，將溶液以水加至100份可得本實施例之液態反應性印花染料組成物。 3.2 parts of the compound of the formula (I-13) and 12.8 parts of the compound of the formula (I-14) were added, and 60 parts of water was added thereto, and the mixture was sufficiently uniformly mixed, and the pH was adjusted to 5.5 to 8.5. After reverse osmosis desalting to make the salt content less than 0.5% by weight, 2 parts of the compound of the formula (II-1), 1 part of urea (Urea) and 0.2 parts of Progexl were added, stirred uniformly and the pH was adjusted to 6.0-8.5. Finally, the liquid reactive printing dye composition of this example was obtained by adding the solution to 100 parts with water.

比較例1Comparative example 1

取式(I-10)化合物100份，加水300份充分均勻混合後，調整pH值至5.5-8.5。經逆滲透脫鹽使鹽含量少於0.5重量百分比，再加入磷酸二鈉(Disodium phosphate)2份及Demol RN 20份攪拌均勻並調整pH值到6.0-8.5。最後，將溶液噴乾後可得一染料組成物。 100 parts of the compound of the formula (I-10), 300 parts of water and sufficiently uniformly mixed, the pH was adjusted to 5.5-8.5. After desalting by reverse osmosis, the salt content is less than 0.5% by weight, and then 2 parts of Disodium phosphate and 20 parts of Demol RN are added and stirred uniformly to adjust the pH to 6.0-8.5. Finally, a solution of the dye is obtained by spray drying the solution.

比較例2Comparative example 2

取式(I-13)化合物50份、以及式(I-14)化合物50份，加水300份充分均勻混合後，調整pH值至5.5-8.5。經純化後，再加入磷酸二鈉(Disodium phosphate)2份、Demol RN 10份及芒硝30份攪拌均勻並調整pH值到6.0-8.5。最後，將溶液噴乾後可得一染料組成物。 50 parts of the compound of the formula (I-13) and 50 parts of the compound of the formula (I-14) were added, and 300 parts of water was added thereto to be uniformly mixed, and the pH was adjusted to 5.5 to 8.5. After purification, 2 parts of disodium phosphate, 10 parts of Demol RN and 30 parts of Glauber's salt were added and stirred uniformly to adjust the pH to 6.0-8.5. Finally, a solution of the dye is obtained by spray drying the solution.

比較例3Comparative example 3

取式(I-4)化合物100份，加水300份充分均勻混合後，調整pH值至5.5-8.5。經逆滲透脫鹽使鹽含量少於0.5重量百分比，再加入Demol RN 20份攪拌均勻並調整pH值至6.0-8.5。最後，將溶液噴乾可得一染料組成物。 100 parts of the compound of the formula (I-4) was added, and 300 parts of water was added thereto to be sufficiently uniformly mixed, and the pH was adjusted to 5.5 to 8.5. Desalting by reverse osmosis to a salt content of less than 0.5% by weight, and then adding 20 parts of Demol RN, stirring uniformly and adjusting the pH to 6.0-8.5. Finally, the solution is spray dried to obtain a dye composition.

比較例4Comparative example 4

取式(I-4)化合物100份，加水300份充分均勻混合後，調整pH值至5.5-8.5。經逆滲透脫鹽使鹽含量少於0.5重量百分比，再加入磷酸二鈉(Disodium phosphate)2份及Demol RN 20份攪拌均勻並調整pH值到6.0-8.5。最後，將溶液噴乾後可得一染料組成物。 100 parts of the compound of the formula (I-4) was added, and 300 parts of water was added thereto to be sufficiently uniformly mixed, and the pH was adjusted to 5.5 to 8.5. After desalting by reverse osmosis, the salt content is less than 0.5% by weight, and then 2 parts of Disodium phosphate and 20 parts of Demol RN are added and stirred uniformly to adjust the pH to 6.0-8.5. Finally, a solution of the dye is obtained by spray drying the solution.

比較例5Comparative Example 5

取式(I-4)化合物100份，加水300份充分均勻混合後，調整pH值至5.5-8.5。經逆滲透脫鹽使鹽含量少於0.5重量百分比，再加入N,N-二乙基苯胺磺酸(N,N-diethylaniline sulfonic acid，DEAS)2份及Demol RN 20份攪拌均勻並調整pH值至6.0-8.5。最後，將溶液噴乾後可得一染料組成物。 100 parts of the compound of the formula (I-4) was added, and 300 parts of water was added thereto to be sufficiently uniformly mixed, and the pH was adjusted to 5.5 to 8.5. Desalting by reverse osmosis to make the salt content less than 0.5% by weight, then adding 2 parts of N,N-diethylaniline sulfonic acid (DEAS) and 20 parts of Demol RN, stirring and adjusting the pH to 6.0-8.5. Finally, a solution of the dye is obtained by spray drying the solution.

比較例6Comparative Example 6

取式(I-4)化合物100份，加水300份充分均勻混合後，調整pH值至5.5-8.5。經逆滲透脫鹽使鹽含量少於0.5重量百分比，再加入嗎林丙基硫酸(N-Morpholinolpropanesulfonic acid，MOPS)2份攪拌均勻並調整pH值至6.0-8.5。最後，將溶液噴乾可得一染料組成物。 100 parts of the compound of the formula (I-4) was added, and 300 parts of water was added thereto to be sufficiently uniformly mixed, and the pH was adjusted to 5.5 to 8.5. Desalting by reverse osmosis to make the salt content less than 0.5% by weight, and then adding 2 parts of N-Morpholinolpropanesulfonic acid (MOPS), stirring uniformly and adjusting the pH to 6.0-8.5. Finally, the solution is spray dried to obtain a dye composition.

比較例7Comparative Example 7

取式(I-1)化合物50份、以及式(I-2)化合物50份，加水300份充分均勻混合後，調整pH值至5.5-8.5。經逆滲透脫鹽使鹽含量少於0.5重量百分比，並調整pH值至6.0-8.5。最後，將溶液噴乾可得一染料組成物。 50 parts of the compound of the formula (I-1) and 50 parts of the compound of the formula (I-2) were added, and 300 parts of water was added thereto to be sufficiently uniformly mixed, and the pH was adjusted to 5.5 to 8.5. Desalting by reverse osmosis results in a salt content of less than 0.5 weight percent and a pH adjustment of 6.0-8.5. Finally, the solution is spray dried to obtain a dye composition.

比較例8Comparative Example 8

取式(I-13)化合物3.2份及式(I-14)化合物2.8份，加水60份充分均勻混合後，調整pH值至5.5-8.5。經逆滲透脫鹽使鹽含量少於0.5重量百分比，加入Progexl 0.2份，攪拌均勻並調整pH值至6.0-8.5。最後，將溶液以水加至100份可得本比較例之染料組成物。 3.2 parts of the compound of the formula (I-13) and 2.8 parts of the compound of the formula (I-14) were added, and 60 parts of water was added thereto, and the mixture was adjusted to pH 5.5 to 8.5. Desalting by reverse osmosis to a salt content of less than 0.5% by weight, 0.2 parts of Progexl was added, stirred well and the pH was adjusted to 6.0-8.5. Finally, the dye composition of this comparative example was obtained by adding the solution to 100 parts with water.

比較例9Comparative Example 9

同實施例13之步驟，將添加式(II-1)化合物改為N,N-二乙基苯胺磺酸(N,N-diethylaniline sulfonic acid，DEAS) 可得本比較例之染料組成物。 In the same manner as in Example 13, the compound of the formula (II-1) was added to N,N-diethylaniline sulfonic acid (DEAS). The dye composition of this comparative example can be obtained.

比較例10Comparative Example 10

同實施例13之步驟，將添加式(II-1)化合物改為N-2-羥基乙基哌嗪乙烷磺酸，(N-(2-Hydroxy ethyl)-Piperazine ethane Sulfonic acid，HEPES)可得本比較例之染料組成物。 In the same manner as in Example 13, the compound of the formula (II-1) was added to N-2-hydroxyethylpiperazineethanesulfonic acid (N-(2-Hydroxy ethyl)-Piperazine ethane Sulfonic acid, HEPES). The dye composition of this comparative example was obtained.

比較例11~13Comparative Example 11~13

同實施例14之步驟，不添加式(II-1)化合物，可得比較例11之染料組成物；將式(II-1)化合物轉換成DEAS可得比較例12之染料組成物；將式(II-1)化合物轉換成HEPES可得比較例13之染料組成物。 In the same manner as in Example 14, the dye composition of Comparative Example 11 was obtained without adding the compound of the formula (II-1); the dye composition of Comparative Example 12 was obtained by converting the compound of the formula (II-1) into DEAS; (II-1) Conversion of the compound to HEPES gave the dye composition of Comparative Example 13.

測試結果 Test Results

A、染料組成物 A, dye composition

將上述實施例及比較例中之染料組成物，添加本發明物與磷酸二鈉各2%(一般市售產品)，比較在經過高溫噴乾儲存後pH的變化，其結果整理如表一，添加本發明物與磷酸二鈉各0.5%(一般市售產品)如表二。 The dye compositions in the above examples and comparative examples were added to the dye composition of the present invention and 2% of disodium phosphate (commonly available products), and the pH was changed after high-temperature spray drying. The results are summarized in Table 1. 0.5% of each of the present invention and disodium phosphate (commonly available products) are shown in Table 2.

說明：△pH表試驗前後pH差異值，| △pH |越小越好 Description: △ pH table before and after the test pH difference, | △ pH | the smaller the better

B、網版印花方法： B, screen printing method:

先將尿素50-100份、還原防止劑10-20份、小蘇打10-30份、海藻酸鈉60份或元糊(海藻酸鈉4-12%)400-600份，加溫水至1000份，經攪拌溶解均勻後可得助劑糊；取3份C.I.反應橙色13號染料分散於上述97份的助劑糊中，並快速攪拌。以100網目45度斜紋印花網版覆蓋在一適當大小的絲光棉斜紋布上，使用印花機將色糊刮過，將刮好的布放到100℃烘箱內5分鐘烘乾；將烘乾好的布放入蒸箱以常壓飽和蒸氣102-105℃蒸處5-15分鐘之後，所得到色布先經冷水洗，再經沸騰熱水洗10分鐘，然後放入已經加入非離子清潔劑 之沸水中皂洗10分鐘，再用冷水洗清一至二次，乾燥後測色；本染色方法亦可用乾熱固著法取代之。 First, 50-100 parts of urea, 10-20 parts of reducing inhibitor, 10-30 parts of baking soda, 60 parts of sodium alginate or 400-600 parts of yuan paste (4-12% sodium alginate), warm water to 1000 The mixture was uniformly dissolved by stirring to obtain an auxiliary paste; 3 parts of CI reaction orange No. 13 dye was dispersed in the above 97 parts of the auxiliary paste, and stirred rapidly. Cover with a 100 mesh 45 degree diagonal print screen on a suitable size of mercerized cotton twill, use a printing machine to scrape the color paste, and put the scraped cloth into an oven at 100 ° C for 5 minutes to dry; After the cloth is placed in a steamer and steamed at a constant pressure of saturated steam at 102-105 ° C for 5-15 minutes, the obtained color cloth is first washed with cold water, then washed with boiling hot water for 10 minutes, and then placed into a non-ionic detergent. Soak in boiling water for 10 minutes, then wash it with cold water for one to two times, and measure the color after drying; the dyeing method can also be replaced by dry heat fixing method.

測色方法： Color measurement method:

將上述乾燥後的色布，使用ICS GAIN測色系統分光儀，並以Formu CIE L*a*b及CMC 2.00：1測色公式，用D65為標準光源；測定其各參數值和相對力度，將添加本發明之染料化合物與其他配方做比較，並以置於藥品冷藏箱中的原染料刮印所得的色布為標準品，比較其結果如表三所示 說明： The dried color cloth is used, and the ICS GAIN colorimetric system spectrometer is used, and the Foru CIE L*a*b and CMC 2.00:1 color measurement formulas are used, and D65 is used as the standard light source; the parameter values and relative strengths are determined. The dye compound of the present invention is compared with other formulations, and the color cloth obtained by the original dye smeared in the drug refrigerator is used as a standard, and the results are shown in Table 3. Description:

◎：表示染料溶解性特優，加水後稍微攪拌即可溶解。 ◎: It means that the solubility of the dye is excellent, and it can be dissolved by stirring with water.

○：表示染料溶解性優，加水後攪拌可溶解。 ○: It means that the dye has excellent solubility, and it can be dissolved by stirring after adding water.

△：表示染料溶解性可，黏稠度較高需要長時間攪拌。 △: It means that the solubility of the dye is good, and the viscosity is high, and it takes a long time to stir.

△Str：試驗前後力度差異值，負越少越好，表示力度衰退愈少。 ΔStr: The difference in velocity before and after the test. The less negative, the better, indicating that the strength decay is less.

C、耐候性實驗： C, weather resistance experiment:

將上述實施例及比較例中之染料組成物，置於耐候試驗機中，調整其溫度60℃比較在經過高溫儲存1星期後其各項特性變化，其結果如表四所示，另將上述實施例及比較例中之染料組成物，置於耐候試驗機中，調整其溫度-10℃-50℃循環2個月，比較其各項特性變化，其結果如表五所示。 The dye compositions in the above examples and comparative examples were placed in a weathering tester, and the temperature was adjusted to 60 ° C to compare the properties of the dye composition after a high temperature storage for one week. The results are shown in Table 4. The dye compositions in the examples and the comparative examples were placed in a weathering tester, and the temperature was adjusted from -10 ° C to 50 ° C for 2 months, and the respective characteristics were compared. The results are shown in Table 5.

說明： Description:

△pH表試驗前後pH差異值，| △pH |越小越好；△陰離子增加量：越小越好，表反應基水解越少。 △ pH difference before and after pH test, | △ pH | the smaller the better; △ anion increase: the smaller the better, the less the reaction of the reaction group.

△Str：負越少越好，表力度衰退越少。 △Str: The less the negative, the less the table strength declines.

表五：高低溫儲存安定性(-10℃~50℃ *2M) Table 5: High and low temperature storage stability (-10 ° C ~ 50 ° C * 2M)

上述實施例僅係為了方便說明而舉例而已，本發明所主張之權利範圍自應以申請專利範圍所述為準，而非僅限於上述實施例。 The above-mentioned embodiments are merely examples for convenience of description, and the scope of the claims is intended to be limited to the above embodiments.

Claims (10)

一種反應性印花染料組成物，包括：(a)至少一種反應性染料，含量為45至99.85重量百分比，其係為如下式(I-1)至式(I-15)中之任一者所示之反應性染料、其組合、或其鹽類： (I-4)、 (I-11)、 (b)一有機緩衝劑，含量為0.05至10重量百分比，其係為如下式(II-1)所示之有機緩衝劑或其鹽類：；以及(c)一芒硝(硫酸鈉，sodium sulfate)或一分散劑，含量為0.1至50重量百分比。 A reactive printing dye composition comprising: (a) at least one reactive dye in an amount of from 45 to 99.85% by weight, which is any one of the following formulas (I-1) to (I-15) Reactive dyes, combinations thereof, or salts thereof: (I-4), (I-11), (b) an organic buffering agent in an amount of from 0.05 to 10% by weight, which is an organic buffering agent represented by the following formula (II-1) or a salt thereof: And (c) a sodium sulfate (sodium sulfate) or a dispersant in an amount of from 0.1 to 50% by weight. 如申請專利範圍第1項所述之反應性印花染料組成物，其中，該組成份(a)之含量為45至99.8重量百分比，該組成份(b)之含量為0.1至5重量百分比，且該組成份(c)之含量為0.1至50重量百分比。 The reactive printing dye composition according to claim 1, wherein the component (a) is contained in an amount of from 45 to 99.8% by weight, and the component (b) is in an amount of from 0.1 to 5% by weight, and The content of the component (c) is from 0.1 to 50% by weight. 如申請專利範圍第2項所述之反應性印花染料組成物，其中，該組成份(a)之含量為47至99.7重量百分比，該組成份(b)之含量為0.2至3重量百分比，且該組成份(c)之含量為0.1至50重量百分比。 The reactive printing dye composition according to claim 2, wherein the component (a) is contained in an amount of 47 to 99.7 weight percent, and the component (b) is contained in an amount of 0.2 to 3 weight percent, and The content of the component (c) is from 0.1 to 50% by weight. 如申請專利範圍第3項所述之反應性印花染料組成物，其中，該組成份(a)之含量為47至90重量百分比，該組成份(b)之含量為0.2至3重量百分比，且該組成份(c)之含量為9.8至50重量百分比。 The reactive printing dye composition according to claim 3, wherein the component (a) is contained in an amount of from 47 to 90% by weight, and the component (b) is in an amount of from 0.2 to 3% by weight, and The content of the component (c) is 9.8 to 50% by weight. 如申請專利範圍第1項所述之反應性印花染料組成物，其中，該組成份(a)之反應性染料係選自由：C.I.反應性紅色3：1號、C.I.反應性紅色31號、C.I.反應性紅色33號、C.I.反應性紅色24號、C.I.反應性紅色45號、C.I.反應性紅色218號、C.I.反應性紫色5號、C.I.反應性黃色2號、C.I.反應性黃色18號、C.I.反應性黃色33號、C.I.反應性黃色85號、C.I.反應性黃色95號、C.I.反應性藍色15號、C.I.反應性藍色5號、C.I.反應性藍色49號、C.I.反應性藍色71號、C.I.反應性藍色176號、C.I.反應性橘色5號、C.I.反應性橘色12號、C.I.反應性橘色13號、C.I.反應性橘色99號、C.I.反應性綠色19號、C.I.反應性棕色17號、C.I.反應性黑色8號、C.I.反應性黑色5號、及其混合物所組成之群組。 The reactive printing dye composition according to claim 1, wherein the reactive dye of the component (a) is selected from the group consisting of: CI Reactive Red 3:1, CI Reactive Red No. 31, CI Reactive Red No. 33, CI Reactive Red No. 24, CI Reactive Red No. 45, CI Reactive Red No. 218, CI Reactive Purple No. 5, CI Reactive Yellow No. 2, CI Reactive Yellow No. 18, CI Reaction Sex Yellow No. 33, CI Reactive Yellow No. 85, CI Reactive Yellow No. 95, CI Reactive Blue No. 15, CI Reactive Blue No. 5, CI Reactive Blue No. 49, CI Reactive Blue No. 71 , CI Reactive Blue No. 176, CI Reactive Orange No. 5, CI Reactive Orange No. 12, CI Reactive Orange No. 13, CI Reactive Orange No. 99, CI Reactive Green No. 19, CI Reaction Group consisting of Sex Brown No. 17, CI Reactive Black No. 8, CI Reactive Black No. 5, and mixtures thereof. 一種液態反應性印花染料組成物，包括：(a)至少一種反應性染料，含量為1至50重量百分比，其係為如下式(I-1)至式(I-15)中之任一者所示之反應性染料、其組合、或其鹽類： (b)一有機緩衝劑，含量為0.05至10重量百分比，其係為如下式(II-1)所示之有機緩衝劑或其鹽類：；以及 (c)水，含量為40至98.95重量百分比。 A liquid reactive printing dye composition comprising: (a) at least one reactive dye in an amount of from 1 to 50% by weight, which is any one of the following formulas (I-1) to (I-15) The reactive dyes shown, combinations thereof, or salts thereof: (b) an organic buffering agent in an amount of from 0.05 to 10% by weight, which is an organic buffering agent represented by the following formula (II-1) or a salt thereof: And (c) water in an amount of 40 to 98.95 weight percent. 如申請專利範圍第6項所述之液態反應性印花染料組成物，其中，該組成份(a)之含量為3至45重量百分比，該組成份(b)之含量為0.1至8重量百分比，且該組成份(c)之含量為47至96.9重量百分比。 The liquid reactive printing dye composition according to claim 6, wherein the component (a) is contained in an amount of from 3 to 45 % by weight, and the component (b) is in an amount of from 0.1 to 8 % by weight. And the content of the component (c) is from 47 to 96.9 wt%. 如申請專利範圍第7項所述之液態反應性印花染料組成物，其中，該組成份(a)之含量為3至45重量百分比，該組成份(b)之含量為0.2至8重量百分比，且該組成份(c)之含量為47至96.8重量百分比。 The liquid reactive printing dye composition according to claim 7, wherein the component (a) is contained in an amount of from 3 to 45 % by weight, and the component (b) is in an amount of from 0.2 to 8 % by weight. And the content of the component (c) is from 47 to 96.8 by weight. 如申請專利範圍第8項所述之液態反應性印花染料組成物，其中，該組成份(a)之含量為5至40重量百分比，該組成份(b)之含量為0.2至8重量百分比，且該組成份(c)之含量為52至94.8重量百分比。 The liquid reactive printing dye composition according to claim 8, wherein the component (a) is contained in an amount of 5 to 40% by weight, and the component (b) is contained in an amount of 0.2 to 8 % by weight. And the content of the component (c) is 52 to 94.8 by weight. 如申請專利範圍第6項所述之液態反應性印花染料組成物，其中，該組成份(a)之反應性染料係選自由：C.I.反應性紅色3：1號、C.I.反應性紅色31號、C.I.反應性紅色33號、C.I.反應性紅色24號、C.I.反應性紅色45號、C.I.反應性紅色218號、C.I.反應性紫色5號、C.I.反應性黃色2號、C.I.反應性黃色18號、C.I.反應性黃色33號、C.I.反應性黃色85號、C.I.反應性黃色95號、C.I.反應性藍色15號、C.I.反應性藍色5號、C.I.反應性藍色49號、C.I.反應性藍色71號、C.I.反應性藍色176號、C.I.反應性橘色5號、C.I.反應性橘色12號、C.I.反應性橘色13號、C.I.反應性橘色99號、 C.I.反應性綠色19號、C.I.反應性棕色17號、C.I.反應性黑色8號、C.I.反應性黑色5號、及其混合物所組成之群組。 The liquid reactive printing dye composition according to claim 6, wherein the reactive dye of the component (a) is selected from the group consisting of: CI Reactive Red 3:1, CI Reactive Red No. 31, CI Reactive Red No. 33, CI Reactive Red No. 24, CI Reactive Red No. 45, CI Reactive Red No. 218, CI Reactive Purple No. 5, CI Reactive Yellow No. 2, CI Reactive Yellow No. 18, CI Reactive Yellow No. 33, CI Reactive Yellow No. 85, CI Reactive Yellow No. 95, CI Reactive Blue No. 15, CI Reactive Blue No. 5, CI Reactive Blue No. 49, CI Reactive Blue 71 No., CI Reactive Blue No. 176, CI Reactive Orange No. 5, CI Reactive Orange No. 12, CI Reactive Orange No. 13, CI Reactive Orange No. 99, C.I. Reactive Green No. 19, C.I. Reactive Brown No. 17, C.I. Reactive Black No. 8, C.I. Reactive Black No. 5, and a mixture thereof.
TW098128185A 2009-08-21 2009-08-21 Reactive printing dye and its aqueoues composition application TWI425055B (en)

Priority Applications (9)

Application Number Priority Date Filing Date Title
TW098128185A TWI425055B (en) 2009-08-21 2009-08-21 Reactive printing dye and its aqueoues composition application
US12/591,236 US8349028B2 (en) 2009-08-21 2009-11-13 Reactive printing dye and its aqueous composition application
PT101734713T PT2290016E (en) 2009-08-21 2010-08-19 Reactive printing dye and its aqueous composition application
BRPI1003078-6A BRPI1003078A2 (en) 2009-08-21 2010-08-19 reactive printing dye and its application of aqueous composition
ES10173471.3T ES2548248T3 (en) 2009-08-21 2010-08-19 Pigment for reactive printing and its application of aqueous composition
SG201006042-4A SG169298A1 (en) 2009-08-21 2010-08-19 Reactive printing dye and its aqueous composition application
EP10173471.3A EP2290016B1 (en) 2009-08-21 2010-08-19 Reactive printing dye and its aqueous composition application
KR1020100080998A KR20110020208A (en) 2009-08-21 2010-08-20 Reactive printing dye and its aqueous composition application
JP2010184959A JP5738556B2 (en) 2009-08-21 2010-08-20 Application of reactive printing dyes and aqueous compositions thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
TW098128185A TWI425055B (en) 2009-08-21 2009-08-21 Reactive printing dye and its aqueoues composition application

Publications (2)

Publication Number Publication Date
TW201107429A TW201107429A (en) 2011-03-01
TWI425055B true TWI425055B (en) 2014-02-01

Family

ID=43303799

Family Applications (1)

Application Number Title Priority Date Filing Date
TW098128185A TWI425055B (en) 2009-08-21 2009-08-21 Reactive printing dye and its aqueoues composition application

Country Status (9)

Country Link
US (1) US8349028B2 (en)
EP (1) EP2290016B1 (en)
JP (1) JP5738556B2 (en)
KR (1) KR20110020208A (en)
BR (1) BRPI1003078A2 (en)
ES (1) ES2548248T3 (en)
PT (1) PT2290016E (en)
SG (1) SG169298A1 (en)
TW (1) TWI425055B (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102433021A (en) * 2011-08-23 2012-05-02 湖北华丽染料工业有限公司 Orange active dye and preparation method thereof
CN102719115B (en) * 2012-07-02 2014-01-15 浙江劲光化工有限公司 Composite active black dye
CN104830098A (en) * 2015-04-27 2015-08-12 苏州市吴中区甪直明达漂染厂 High-solubility dye
JP6392725B2 (en) * 2015-10-05 2018-09-19 大日精化工業株式会社 Pigment dispersant, pigment composition, and pigment colorant
CN105647238B (en) * 2016-03-17 2017-08-08 浙江瑞华化工有限公司 A kind of grey reactive dye compound and its production and use
CN108625207A (en) * 2018-04-23 2018-10-09 湖州美新数码印花有限公司 A kind of production technology of big completely bottom printed fabric
CN111925665B (en) * 2020-08-20 2021-09-03 浙江亿得新材料股份有限公司 Preparation method of active violet 5
CN112522970A (en) * 2020-12-08 2021-03-19 江苏臻庆新材科技有限公司 Method for improving dyeing uniformity of KN-R reactive dye

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0472968A2 (en) * 1990-08-28 1992-03-04 Sumitomo Chemical Company, Limited Granular type reactive dye compositions and methods for dyeing and printing cellulose fibers using the same
US5431722A (en) * 1992-12-01 1995-07-11 Fuji Xerox Co., Ltd. Ink for inkjet printing
TWI278553B (en) * 2000-02-04 2007-04-11 Dystar Textilfarben Gmbh & Co Aqueous printing inks for use in ink-jet printing, preparation thereof and use thereof, on textile fiber materials

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3126081A1 (en) * 1981-07-02 1983-01-20 Hoechst Ag, 6000 Frankfurt LIQUID REACTIVE DYE PREPARATIONS AND THEIR USE
DE3403662A1 (en) * 1984-02-03 1985-08-08 Bayer Ag, 5090 Leverkusen STORAGE SOLUTION OF A COPPER PHTHALOCYANIN REACTIVE DYE
DE3504964A1 (en) * 1984-07-13 1986-01-23 Bayer Ag, 5090 Leverkusen DYE SOLUTIONS
JPH0781091B2 (en) * 1986-02-27 1995-08-30 住友化学工業株式会社 Liquid aqueous composition of reactive dye
JPS62256869A (en) * 1986-04-30 1987-11-09 Sumitomo Chem Co Ltd Production of liquid aqueous composition of reactive dye
KR950009541B1 (en) 1986-04-30 1995-08-24 스미또모 가가꾸 고오교 가부시끼가이샤 Demineralization of aqueous liquid dye composition
JPH0781092B2 (en) * 1986-06-03 1995-08-30 住友化学工業株式会社 Liquid aqueous composition of reactive dye
JP3168618B2 (en) * 1990-10-09 2001-05-21 住友化学工業株式会社 Granule composition of reactive dye and method for producing the same
JP2660666B2 (en) * 1994-09-02 1997-10-08 住友化学工業株式会社 Method for producing liquid aqueous composition of reactive dye
US6153263A (en) * 1996-03-08 2000-11-28 Canon Kabushiki Kaisha Ink jet textile printing and printing textile article
JPH11140359A (en) * 1997-11-04 1999-05-25 Fuji Xerox Co Ltd Ink jet recording ink and ink jet recording process
US6015454A (en) 1997-06-17 2000-01-18 Ciba Specialty Chemicals Corporation Process for printing textile fibre materials in accordance with the ink-jet printing process
GB0004527D0 (en) 2000-02-26 2000-04-19 Avecia Ltd Inks
CN101519551B (en) 2008-02-25 2011-07-20 明德国际仓储贸易(上海)有限公司 Ink composition

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0472968A2 (en) * 1990-08-28 1992-03-04 Sumitomo Chemical Company, Limited Granular type reactive dye compositions and methods for dyeing and printing cellulose fibers using the same
US5431722A (en) * 1992-12-01 1995-07-11 Fuji Xerox Co., Ltd. Ink for inkjet printing
TWI278553B (en) * 2000-02-04 2007-04-11 Dystar Textilfarben Gmbh & Co Aqueous printing inks for use in ink-jet printing, preparation thereof and use thereof, on textile fiber materials

Also Published As

Publication number Publication date
TW201107429A (en) 2011-03-01
EP2290016A1 (en) 2011-03-02
JP2011080038A (en) 2011-04-21
BRPI1003078A2 (en) 2012-04-24
PT2290016E (en) 2015-10-21
EP2290016B1 (en) 2015-08-05
ES2548248T3 (en) 2015-10-15
KR20110020208A (en) 2011-03-02
JP5738556B2 (en) 2015-06-24
US20110041265A1 (en) 2011-02-24
SG169298A1 (en) 2011-03-30
US8349028B2 (en) 2013-01-08

Similar Documents

Publication Publication Date Title
TWI425055B (en) Reactive printing dye and its aqueoues composition application
JPS62131073A (en) Mixture of water soluble fiber reactive dye and use thereof in dyeing
JP3168624B2 (en) Reactive dye composition and method for dyeing or printing fiber material using the same
JP5682947B2 (en) Reactive dye composition and dyeing method using the same
CN102329523B (en) Reactive printing dye and application of liquid composition thereof
CN105176141B (en) A kind of reactive navy blue is to black dye composition and dye preparations
CN106752076B (en) A kind of blue active dye composition and its preparation method and application
CN108102423B (en) Black reactive dye composition and preparation method and application thereof
CN103952014B (en) A kind of composite reactive blue dye and application thereof
CN105647238B (en) A kind of grey reactive dye compound and its production and use
CN102504593B (en) Blue dye composition and use thereof for fiber dyeing
CN102206429B (en) Acidic gray dye mixture
CN101633795A (en) Composite active red dye
CN104194394B (en) A kind of Black reactive dye composition, preparation method and application
CN104098926B (en) A kind of reactive dye mixture
WO2002051944A1 (en) Black dye mixtures of fibre-reactive azo dyes and the use thereof for dyeing fibre material containing hydroxy and/or carbonamide groups
CN104650620B (en) A kind of cobalt blue reactive dye mixture and application thereof
CN108264779B (en) A kind of active black dye composition and its application
TW202344621A (en) Reactive dye composition and application thereof
WO2019044603A1 (en) Reactive dye composition and dyeing method using same
CN110387143B (en) Yellow reactive dye composition and preparation method and application thereof
CN112876875B (en) Disazo reactive yellow dye and preparation method and application thereof
EP0983321A1 (en) Fiber-reactive disazo dyestuffs
CN108084733B (en) A kind of active black dye composition and its application
TWI335927B (en)

Legal Events

Date Code Title Description
MM4A Annulment or lapse of patent due to non-payment of fees